Bill Cosby: ~ $400 Million

Disgraced former actor and stand-up comedian Bill Cosby had a very active career in the entertainment industry, spanning more than 6 decades before he was put in prison in 2018, due to multiple indecent assault charges. Cosby began his career in the 60s, and bagged his own successful sitcom The Bill Cosby Show, the spin off show, Cosby and Kids Say the Darndest Thing. All that may have come to an end when more than 60 women accused him of assault. Despite the huge legal fees he has paid over the years, he is still worth $400 million, mostly due to his past endorsements, $4 million-an-episode pay check for The Cosby Show and royalties.